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BR9405823A - Process for the preparation of 1,3-diols and 3-hydroxy-aldehydes by hydroformylation of 1,2-epoxides - Google Patents

Process for the preparation of 1,3-diols and 3-hydroxy-aldehydes by hydroformylation of 1,2-epoxides

Info

Publication number
BR9405823A
BR9405823A BR9405823A BR9405823A BR9405823A BR 9405823 A BR9405823 A BR 9405823A BR 9405823 A BR9405823 A BR 9405823A BR 9405823 A BR9405823 A BR 9405823A BR 9405823 A BR9405823 A BR 9405823A
Authority
BR
Brazil
Prior art keywords
hydrocarbylene
carbon atoms
epoxides
diols
bis
Prior art date
Application number
BR9405823A
Other languages
Portuguese (pt)
Inventor
Lynn Henry Slaugh
Paul Richard Weider
Juan Pedro Arhancet
Jiang-Jen Lin
Original Assignee
Shell Int Research
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from US08/013,834 external-priority patent/US5256827A/en
Priority claimed from US08/091,107 external-priority patent/US5304686A/en
Priority claimed from US08/091,108 external-priority patent/US5304691A/en
Priority claimed from US08/130,258 external-priority patent/US5344993A/en
Application filed by Shell Int Research filed Critical Shell Int Research
Publication of BR9405823A publication Critical patent/BR9405823A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/18—Polyhydroxylic acyclic alcohols
    • C07C31/20—Dihydroxylic alcohols
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
    • C07C45/57—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom
    • C07C45/58—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom in three-membered rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/16—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxo-reaction combined with reduction

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)
  • Carbon And Carbon Compounds (AREA)

Abstract

This invention relates to a process for making 1,3-diols and 3-hydroxyaldehydes by hydroformylating 1,2-epoxides which process comprises intimately contacting (a) a 1,2-epoxide having more than 2 carbon atoms, (b) ditertiary phosphine-modified cobalt carbonyl catalyst, said phosphine comprising a hydrocarbylene-bis(monophosphabicyclo-alkane) in which each phosphorus atom is joined to hydrocarbylene and is a member of a bridge linkage without being a bridgehead atom and which hydrocarbylene-bis(monophosphabicycloalkane) has 11 to 300 carbon atoms; of which 5 to 12 carbon atoms together with a phosphorus atom are members of each of the two bicyclic skeletal structures, (c) carbon monoxide, and (d) hydrogen, the molar ratio of carbon monoxide to hydrogen being from 4:1 to 1:6, preferably from 1:1 to 1:4 in liquid-phase solution in an inert reaction solvent, at a temperature of from 30 to 150 DEG C and a pressure of from 345 to 68948 kPa (50 to 10,000 psi).
BR9405823A 1993-02-05 1994-02-03 Process for the preparation of 1,3-diols and 3-hydroxy-aldehydes by hydroformylation of 1,2-epoxides BR9405823A (en)

Applications Claiming Priority (8)

Application Number Priority Date Filing Date Title
US1383693A 1993-02-05 1993-02-05
US1383593A 1993-02-05 1993-02-05
US08/013,834 US5256827A (en) 1993-02-05 1993-02-05 Process for making 3-hydroxypropanal and 1,3-propanediol
US08/091,107 US5304686A (en) 1993-07-13 1993-07-13 Process for making 3-hydroxypropanal and 1,3-propanediol
US08/091,108 US5304691A (en) 1993-07-13 1993-07-13 Process for making 1,3-propanediol and 3-hydroxypropanal
US13026093A 1993-10-01 1993-10-01
US08/130,258 US5344993A (en) 1993-10-01 1993-10-01 Process or making 3-hydroxyaldehydes
PCT/EP1994/000346 WO1994018149A1 (en) 1993-02-05 1994-02-03 Process for making 1,3-diols and 3-hydroxyaldehydes

Publications (1)

Publication Number Publication Date
BR9405823A true BR9405823A (en) 1995-12-05

Family

ID=27567510

Family Applications (1)

Application Number Title Priority Date Filing Date
BR9405823A BR9405823A (en) 1993-02-05 1994-02-03 Process for the preparation of 1,3-diols and 3-hydroxy-aldehydes by hydroformylation of 1,2-epoxides

Country Status (9)

Country Link
EP (1) EP0682650B1 (en)
JP (1) JP3571720B2 (en)
KR (1) KR100308507B1 (en)
CN (1) CN1045202C (en)
AU (1) AU6039394A (en)
BR (1) BR9405823A (en)
DE (1) DE69410442T2 (en)
ES (1) ES2115936T3 (en)
WO (1) WO1994018149A1 (en)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2149156C1 (en) * 1994-09-30 2000-05-20 Шелл Интернэшнл Рисерч Маатсхаппий Б.В. Method of preparing 1,3-alkanediols and 3- hydroxyaldexydes
KR100396940B1 (en) * 1994-09-30 2004-02-11 셀 인터나쵸나아레 레사아치 마아츠샤피 비이부이 Process for producing 1,3-alkanediol and 3-hydroxyaldehyde
RU2142934C1 (en) * 1994-09-30 1999-12-20 Шелл Интернэшнл Рисерч Маатсхаппий Б.В. Method of preparing 1,3-alkanediols and 3-hydroxyaldehydes
TW592819B (en) 2001-05-18 2004-06-21 Kevin Dale Allen One-step production of 1,3-propanediol from ethylene oxide and syngas with a cobalt-iron catalyst
TW593238B (en) * 2001-05-18 2004-06-21 Kevin Dale Allen One-step production of 1,3-propanediol from ethylene oxide and syngas with a catalyst with a N-heterocyclic ligand
US6576802B2 (en) * 2001-06-04 2003-06-10 Shell Oil Company One-step production of 1, 3-propanediol from ethylene oxide and syngas with a catalyst with a phospholanoalkane ligand
US20030032845A1 (en) * 2001-08-08 2003-02-13 Yuan-Zhang Han Hydroformylation of ethylene oxide
WO2008151102A2 (en) * 2007-06-04 2008-12-11 Shell Oil Company Hydrogenation process
CN108017510B (en) * 2016-11-03 2021-02-02 万华化学集团股份有限公司 Preparation method of hydroxyl pivalic aldehyde and application of hydroxyl pivalic aldehyde in preparation of neopentyl glycol
CN108047013B (en) * 2017-12-16 2020-11-24 万华化学集团股份有限公司 A kind of synthetic method of prenaldehyde
US10544076B1 (en) * 2019-09-04 2020-01-28 Eastman Chemical Company Method of making a dialdeyhde
CN113134362B (en) * 2021-04-28 2022-10-04 陕西延长石油（集团）有限责任公司 A kind of heterogeneous catalyst for preparing lactaldehyde by ligand-free hydroformylation of acetaldehyde and synthesis gas and its preparation method and application
CN113461926B (en) * 2021-07-30 2022-08-02 大连理工大学 A kind of chemical synthesis method of poly-β-hydroxy fatty acid ester

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3463819A (en) * 1965-10-21 1969-08-26 Shell Oil Co Glycol production
US3456017A (en) * 1965-10-21 1969-07-15 Shell Oil Co Glycol production
GB1127965A (en) * 1965-11-26 1968-09-25 Shell Int Research Ditertiary phosphines and application thereof as catalyst components for alcohol production
US3456617A (en) * 1967-07-10 1969-07-22 Robert B Way Work support fixture for a coating machine
US5256827A (en) * 1993-02-05 1993-10-26 Shell Oil Company Process for making 3-hydroxypropanal and 1,3-propanediol

Also Published As

Publication number Publication date
KR100308507B1 (en) 2001-11-30
DE69410442T2 (en) 1998-10-15
WO1994018149A1 (en) 1994-08-18
CN1045202C (en) 1999-09-22
JP3571720B2 (en) 2004-09-29
ES2115936T3 (en) 1998-07-01
DE69410442D1 (en) 1998-06-25
KR960700988A (en) 1996-02-24
AU6039394A (en) 1994-08-29
JPH08507048A (en) 1996-07-30
EP0682650B1 (en) 1998-05-20
EP0682650A1 (en) 1995-11-22
CN1117289A (en) 1996-02-21

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Legal Events

Date Code Title Description
FB36 Technical and formal requirements: requirement - article 36 of industrial property law
FF Decision: intention to grant
FG9A Patent or certificate of addition granted
B21A Expiry acc. art. 78, item i of ipl- expiry of the term of protection

Free format text: PATENTE EXTINTA EM 03/02/2014